2,2,6,6-tetramethyl-piperidine; n-butyllithium in tetrahydrofuran; hexane T=-75°C; 2 h;

Oxonereg; in N,N-dimethyl-formamide T=20°C; 12 h;

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h 3: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 4: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 5: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 6: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 7: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h 2: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 3: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 4: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 5: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 6: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 2: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 3: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 4: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 5: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 2: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 2: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 3: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 2: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 3: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 4: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 1.2: 1 h 2.1: Oxonereg; / N,N-dimethyl-formamide / 12 h / 20 °C View Scheme

thionyl chloride; N,N-dimethyl-formamide in dichloromethane T=20°C; 2.5 h;